Parallel synthesis of a multi-substituted benzo[b]furan library.
The solution-phase parallel synthesis of a 121-member library of multi-substituted benzo[ b]furans is described. 2,3,5-Trisubstituted benzo[ b]furans have been prepared by the palladium-catalyzed substitution of 3-iodobenzofurans by Suzuki-Miyaura, carbonylative Suzuki, Sonogashira, Heck, and carboalkoxylation chemistry. The 3-iodobenzofurans are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with ICl.
Cho
Chul-Hee
CH
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Neuenswander
Benjamin
B
Lushington
Gerald H
GH
Larock
Richard C
RC
D000480:Alkynes; D000840:Anisoles; D001572:Benzofurans / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D007455:Iodine; D010165:Palladium; D054852:Small Molecule Libraries / Q000138:chemical synthesis*
D000480:Alkynes; D000840:Anisoles; D001572:Benzofurans; D054852:Small Molecule Libraries; D010165:Palladium; D007455:Iodine